Structure Database (LMSD)

Common Name
Arvenin I
Systematic Name
Synonyms
  • Cucurbitacin B 2-O-beta-D-glucoside
LM ID
LMST01010408
Formula
C38H56O13
Exact Mass
Calculate m/z
720.372096
Sum Composition
ST 32:6;O8;Hex
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Anagallis arvensis (#4337)
Magnoliopsida (#3398)
Isolation and structures of arvenins from Anagallis arvensis L. (Primulaceae). New cucurbitacin glucosides.,
Chem Pharm Bull (Tokyo), 1978
Pubmed ID: 729108

String Representations

InChiKey (Click to copy)
PQOVWWZVVIGRPP-BBANTJNRSA-N
InChi (Click to copy)
InChI=1S/C38H56O13/c1-18(40)51-33(2,3)13-12-25(42)38(9,48)30-21(41)15-35(6)24-11-10-19-20(37(24,8)26(43)16-36(30,35)7)14-22(31(47)34(19,4)5)49-32-29(46)28(45)27(44)23(17-39)50-32/h10,12-13,20-24,27-30,32,39,41,44-46,48H,11,14-17H2,1-9H3/b13-12+/t20-,21-,22+,23-,24+,27-,28+,29-,30+,32-,35+,36-,37+,38+/m1/s1
SMILES (Click to copy)
[C@@]12(C)C[C@H]([C@]([H])([C@](O)(C)C(=O)/C=C/C(C)(C)OC(=O)C)[C@@]1(C)CC([C@@]1(C)[C@]3([H])C[C@@H](C(=O)C(C)(C)C3=CC[C@@]21[H])O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)=O)O

Other Databases

CHEBI ID
540114
PubChem CID
6441104

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 5
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 702.59
Topological Polar Surface Area 219.42
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 4.19
Molar Refractivity 185.50

Admin

Created at
15th Sep 2020
Updated at
28th Jan 2021